Hotels in Chestertown
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Top Rated Chestertown Hotels

Red Roof Inn & Suites Chestertown
160 Scheeler Rd, Chestertown, MD
Free Cancellation
Reserve now, pay when you stay
0.58 mi from city center
$76 nightly
The price is $85 total per night
$85 total
Sep 15 - Sep 16
Total with taxes and fees
Red Roof Inn & Suites Chestertown features free WiFi in public areas, coffee in a common area, and free newspapers. You can put free parking to good use if you drive. The 24-hour front desk has staff always at the ready. Additional amenities include laundry facilities, a fireplace in the lobby, and a vending machine.

Comfort Inn & Suites Chestertown
150 Scheeler Road, Chestertown, MD
Free Cancellation
Reserve now, pay when you stay
0.64 mi from city center
$114 nightly
The price is $126 total per night
$126 total
Sep 14 - Sep 15
Total with taxes and fees
Comfort Inn & Suites Chestertown features a gym, free WiFi in public areas, and a business center. If you drive, put free parking to good use. The 24-hour front desk has staff always at the ready. Additional amenities include a seasonal outdoor pool, coffee/tea in a common area, and a meeting room.
Pool
Breakfast included

The Lodge at Great Oak Landing
22170 Great Oak Landing Rd, Chestertown, MD
Free Cancellation
7.76 mi from city center
$147 nightly
The price is $163 total per night
$163 total
Sep 10 - Sep 11
Total with taxes and fees
Guests staying at The Lodge at Great Oak Landing enjoy access to a golf course, a 24-hour gym, and free WiFi in public areas. You can put free parking to good use if you drive. Other amenities at this beach lodge include a seasonal outdoor pool, coffee/tea in a common area, and laundry facilities.

Historic Inns of Annapolis
58 State Circle, Annapolis, MD
Free Cancellation
Reserve now, pay when you stay
27.98 mi from city center
$158 nightly
The price is $181 total per night
$181 total
Sep 15 - Sep 16
Total with taxes and fees
At Historic Inns of Annapolis, guests have access to a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is available for USD 50.00 per night, and there's also limo/town car service. The front desk has multilingual staff on hand 24/7 to help with securing valuables, luggage storage, and tours or tickets. Other amenities at this historic hotel include conference space, coffee/tea in a common area, and express check-in.

Sagamore Pendry Baltimore
1715 Thames St., Baltimore, MD
Free Cancellation
Reserve now, pay when you stay
28.3 mi from city center
$392 nightly
The price is $461 total per night
$461 total
Sep 28 - Sep 29
Total with taxes and fees
Guests of Sagamore Pendry Baltimore enjoy a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is USD 65 per night if you plan to drive, or hop aboard the airport shuttle (available 24 hours) for USD 108.39 per vehicle one-way. The 24-hour front desk has staff standing by to help with securing valuables, luggage storage, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury hotel include a business center, a seasonal outdoor pool, and a terrace.

Best Western Plus Hotel & Conference Center
5625 O'Donnell Street, Baltimore, MD
Free Cancellation
Reserve now, pay when you stay
25.92 mi from city center
$107 nightly
The price is $125 total per night
$125 total
Sep 14 - Sep 15
Total with taxes and fees
Guests of Best Western Plus Hotel & Conference Center have access to an indoor pool, a gym, and free WiFi in public areas. There's free parking and a cruise ship terminal shuttle. The 24-hour front desk has multilingual staff ready to assist with concierge services, dry cleaning/laundry, and luggage storage. Additional amenities include a hot tub, meeting rooms, and a conference center.

Hilton Garden Inn Baltimore/White Marsh
5015 Campbell Boulevard, Baltimore, MD
Free Cancellation
Reserve now, pay when you stay
23.36 mi from city center
$102 nightly
The price is $117 total per night
$117 total
Sep 14 - Sep 15
Total with taxes and fees
At Hilton Garden Inn Baltimore/White Marsh, guests enjoy features like an indoor pool, a 24-hour gym, and free WiFi in public areas. If you drive, put free parking to good use. The front desk has multilingual staff standing by 24 hours a day to assist with securing valuables and dry cleaning/laundry. Other amenities at this family-friendly hotel include meeting rooms, a conference center, and a 24-hour business center.

Quality Inn & Suites Bel Air I-95 Exit 77A
2112a Emmorton Park Road, Edgewood, MD
Free Cancellation
Reserve now, pay when you stay
20.67 mi from city center
$53 nightly
The price is $59 total per night
$59 total
Oct 5 - Oct 6
Total with taxes and fees
Guests of Quality Inn & Suites Bel Air I-95 Exit 77A have access to free WiFi in public areas. Free parking is included with your stay. Front-desk staff are standing by 24/7 to assist with any requests.

La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
2112b Emmorton Park Rd, Edgewood, MD
Free Cancellation
Reserve now, pay when you stay
20.67 mi from city center
$71 nightly
The price is $80 total per night
$80 total
Sep 11 - Sep 12
Total with taxes and fees
At La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A, guests have access to free WiFi in public areas, coffee in a common area, and laundry facilities. If you drive, put free parking to good use. The 24-hour front desk has staff always at the ready.
Breakfast included
Pet friendly

La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
4 Philadelphia Ct, Rosedale, MD
Free Cancellation
Reserve now, pay when you stay
24.05 mi from city center
$79 nightly
The price is $91 total per night
$91 total
Sep 11 - Sep 12
Total with taxes and fees
Guests of La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh enjoy a gym, free WiFi in public areas, and a business center. Free parking is included with your stay. The 24-hour front desk has multilingual staff ready to assist with securing valuables and concierge services. Additional amenities include coffee/tea in a common area, express check-in, and express check-out.

Courtyard by Marriott Baltimore Downtown/McHenry Row
1803 Porter Street, Baltimore, MD
Free Cancellation
Reserve now, pay when you stay
28.55 mi from city center
$134 nightly
The price is $158 total per night
$158 total
Sep 14 - Sep 15
Total with taxes and fees
Guests of Courtyard by Marriott Baltimore Downtown/McHenry Row enjoy a gym, free WiFi in public areas, and meeting rooms. If you drive, put free parking to good use. The 24-hour front desk has staff standing by to help with dry cleaning/laundry and securing valuables. Additional amenities include a computer station, a free grocery shopping service, and express check-in.

Fairfield Inn & Suites by Marriott White Marsh
8477 Cordon Way, Baltimore, MD
Free Cancellation
Reserve now, pay when you stay
23.54 mi from city center
$104 nightly
The price is $120 total per night
$120 total
Sep 16 - Sep 17
Total with taxes and fees
Guests of Fairfield Inn & Suites by Marriott White Marsh enjoy a 24-hour gym, free WiFi in public areas, and a 24-hour business center. A stay here includes free parking. The 24-hour front desk has multilingual staff ready to assist with securing valuables and dry cleaning/laundry. Additional amenities include a seasonal outdoor pool, coffee/tea in a common area, and express check-in.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Cheap Chestertown hotels options

Driftwood Inn
609 Washington Avenue, Chestertown, MD

Comfort Inn & Suites Chestertown
150 Scheeler Road, Chestertown, MD
$114 nightly
The price is $126 total per night from Sep 14 to Sep 15
$126 total
Sep 14 - Sep 15
Total with taxes and fees
Where should you stay in Chestertown?
What are some of the best hotels to stay with the kids in Chestertown?
Book one of these hotels for you and the kids in Chestertown. Comfort Inn & Suites Chestertown is a hotel offering free parking, free full breakfast, and laundry facilities. You and your family can also consider Red Roof Inn & Suites Chestertown, a hotel offering free parking, laundry facilities, and free WiFi.
What are the best hotels in central Chestertown?
These are some of the most popular hotels in the center of Chestertown:
- Comfort Inn & Suites Chestertown is a hotel offering free breakfast, free WiFi, and free parking.
- Red Roof Inn & Suites Chestertown is a hotel offering free WiFi, free parking, and flat-screen TVs.
Close to central Chestertown, you'll find interesting places to visit like Historical Society of Kent County Maryland.
Chestertown hotels essential information
Accommodation | 1,074 hotels |
---|---|
Lowest Price | $59 |
Highest Price | $461 |
Popular hotels | Red Roof Inn & Suites Chestertown, Comfort Inn & Suites Chestertown, The Lodge at Great Oak Landing, Historic Inns of Annapolis, Sagamore Pendry Baltimore, Best Western Plus Hotel & Conference Center, Hilton Garden Inn Baltimore/White Marsh, Quality Inn & Suites Bel Air I-95 Exit 77A, La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A, La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh, Courtyard by Marriott Baltimore Downtown/McHenry Row, Fairfield Inn & Suites by Marriott White Marsh |
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